Geranic acid

HCID 5275520

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Grundinformationen

CAS: 459-80-3
Standard-SMILES: CC(C)=CCC/C(C)=C/C(=O)O
InChIKey: ZHYZQXUYZJNEHD-VQHVLOKHSA-N
Summenformel: C10H16O2
Durchschnittliche Molmasse: 168,23 g/mol
Monoisotopische Masse: 168,11502975

Überblick

Geranic acid is a polyunsaturated fatty acid that is octa-2,6-dienoic acid bearing two methyl substituents at positions 3 and 7 (the 2E-isomer). It has a role as a pheromone, an antifungal agent, an EC 1.14.18.1 (tyrosinase) inhibitor, a melanin synthesis inhibitor and a plant metabolite. It is a monoterpenoid, a polyunsaturated fatty acid, a methyl-branched fatty acid and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a geranate.

Namen und Bezeichner

Bevorzugter Name: Geranic acid
IUPAC: (2E)-3,7-dimethylocta-2,6-dienoic acid
Englischer Name: 2,6-Octadienoic acid, 3,7-dimethyl-, (E)-
Summenformel: C10H16O2
Molmasse: 168.23

Namen und Synonyme

GERANIC ACID459-80-3(2E)-3,7-dimethylocta-2,6-dienoic acid4698-08-2trans-geranic acid(E)-3,7-dimethylocta-2,6-dienoic acid2,6-Octadienoic acid, 3,7-dimethyl-3,7-Dimethyl-2,6-octadienoic acid(E)-geranic acidGeranoic acidDecaprenoic acidGeranic acid, (2E)-

Weitere Namen anzeigen

(E)-3,7-Dimethyl-2,6-octadienoic acid(3E)-3,7-Dimethyl-2,6-octadienoic acid2,6-Octadienoic acid, 3,7-dimethyl-, (E)-

2,6-Octadienoic acid, 3,7-dimethyl-, (2E)-3,7-Dimethyl-2E,6-octadienoic acidNeric acidMFCD0003649310797G3M5YGeranic acid aEINECS 207-299-9UNII-PL902IKN0A

Datenbank-Bezeichner

CAS: 459-80-3、4698-08-2
PubChem CID: 5275520
DTXSID: DTXSID10109997
ChEMBL: CHEMBL170190
ChEBI: CHEBI:67264
UNII: 10797G3M5Y
Nikkaji: J400F、J607F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,1
Polarare Oberfläche (TPSA): 37,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 4
Schwere Atome: 12
Formalladung: 0
Komplexität: 208

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Organic Acids

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

FragrancesFragrance Ingredient (Geranic acid) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.953-0.959

Flavoring AgentsEU Flavoring substances

Physikochemische Eigenschaften

Schmelzpunkt: 81 °C · 81 °C
Siedepunkt: 85 · 85-87 °C(Press: 0.03 Torr)
Dichte: 0.96 · 0.960±0.06 g/cm3(Predicted)
pka: 5.17 · 5.17±0.33(Predicted)
LogP: 3.066 · 3.066 (est)
EPA chemische Informationen: 2 · 2,6-Octadienoic acid, 3,7-dimethyl-, (2E)- (4698-08-2)

Sicherheit und Regulatorisches

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 2,6-Octadienoic acid, 3,7-dimethyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

2,6-Octadienoic acid, 3,7-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2,6-Octadienoic acid, 3,7-dimethyl-: Environment tier I assessment

Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [EFSA] A skin and strong eye irritant; Harmful by skin absorption; [Alfa Aesar MSDS] See Geraniol.